ACCESSION: EA277413
RECORD_TITLE: Irbesartan; LC-ESI-ITFT; MS2; 90%; R=30000; [M+H]+
DATE: 2012.11.21
AUTHORS: Stravs M, Schymanski E, Singer H, Department of Environmental Chemistry, Eawag
LICENSE: http://massbank.ufz.de/MassBank/files/license.html
COPYRIGHT: Copyright (C) 2011 Eawag, Duebendorf, Switzerland
COMMENT: CONFIDENCE standard compound
COMMENT: EAWAG_UCHEM_ID 2774
CH$NAME: Irbesartan
CH$NAME: 8-butyl-7-[4-[2-(2H-tetrazol-5-yl)phenyl]benzyl]-7,9-diazaspiro[4.4]non-8-en-6-one
CH$COMPOUND_CLASS: N/A; Environmental Standard
CH$FORMULA: C25H28N6O
CH$EXACT_MASS: 428.2325
CH$SMILES: C12(C(N(Cc3ccc(c4c(c5[nH]nnn5)cccc4)cc3)C(=N1)CCCC)=O)CCCC2
CH$IUPAC: InChI=1S/C25H28N6O/c1-2-3-10-22-26-25(15-6-7-16-25)24(32)31(22)17-18-11-13-19(14-12-18)20-8-4-5-9-21(20)23-27-29-30-28-23/h4-5,8-9,11-14H,2-3,6-7,10,15-17H2,1H3,(H,27,28,29,30)
CH$LINK: CAS 138402-11-6
CH$LINK: CHEBI 5959
CH$LINK: KEGG C07469
CH$LINK: PUBCHEM CID:3749
CH$LINK: INCHIKEY YOSHYTLCDANDAN-UHFFFAOYSA-N
CH$LINK: CHEMSPIDER 3618
AC$INSTRUMENT: LTQ Orbitrap XL Thermo Scientific
AC$INSTRUMENT_TYPE: LC-ESI-ITFT
AC$MASS_SPECTROMETRY: MS_TYPE MS2
AC$MASS_SPECTROMETRY: IONIZATION ESI
AC$MASS_SPECTROMETRY: ION_MODE POSITIVE
AC$MASS_SPECTROMETRY: FRAGMENTATION_MODE HCD
AC$MASS_SPECTROMETRY: COLLISION_ENERGY 90 % (nominal)
AC$MASS_SPECTROMETRY: RESOLUTION 30000
AC$CHROMATOGRAPHY: COLUMN_NAME XBridge C18 3.5um, 2.1x50mm, Waters
AC$CHROMATOGRAPHY: FLOW_GRADIENT 90/10 at 0 min, 50/50 at 4 min, 5/95 at 17 min, 5/95 at 25 min, 90/10 at 25.1 min, 90/10 at 30 min
AC$CHROMATOGRAPHY: FLOW_RATE 200 ul/min
AC$CHROMATOGRAPHY: RETENTION_TIME 9.2 min
AC$CHROMATOGRAPHY: SOLVENT A water with 0.1% formic acid
AC$CHROMATOGRAPHY: SOLVENT B methanol with 0.1% formic acid
MS$FOCUSED_ION: BASE_PEAK 429.2411
MS$FOCUSED_ION: PRECURSOR_M/Z 429.2397
MS$FOCUSED_ION: PRECURSOR_TYPE [M+H]+
MS$DATA_PROCESSING: DEPROFILE Spline
MS$DATA_PROCESSING: RECALIBRATE loess on assigned fragments and MS1
MS$DATA_PROCESSING: WHOLE RMassBank
PK$ANNOTATION: m/z num {formula mass error(ppm)}
  67.0542 1 C5H7+ 67.0542 -0.84
  77.0386 1 C6H5+ 77.0386 -0.22
  79.0542 1 C6H7+ 79.0542 -0.97
  80.0494 1 C5H6N+ 80.0495 -0.69
  84.0807 1 C5H10N+ 84.0808 -0.31
  95.049 1 C6H7O+ 95.0491 -1.49
  104.0494 1 C7H6N+ 104.0495 -0.63
  105.0447 1 C6H5N2+ 105.0447 -0.23
  115.0542 1 C9H7+ 115.0542 -0.49
  128.0494 1 C9H6N+ 128.0495 -0.43
  128.0618 1 C10H8+ 128.0621 -2.2
  129.0446 1 C8H5N2+ 129.0447 -0.66
  130.0401 1 C7H4N3+ 130.04 1.05
  139.054 1 C11H7+ 139.0542 -1.49
  140.0494 1 C10H6N+ 140.0495 -0.54
  151.0541 1 C12H7+ 151.0542 -0.64
  152.062 1 C12H8+ 152.0621 -0.34
  153.0698 1 C12H9+ 153.0699 -0.57
  154.065 1 C11H8N+ 154.0651 -0.82
  155.0602 1 C10H7N2+ 155.0604 -1.06
  155.0853 1 C12H11+ 155.0855 -1.53
  163.0541 1 C13H7+ 163.0542 -0.65
  164.0493 1 C12H6N+ 164.0495 -0.83
  164.0617 1 C13H8+ 164.0621 -2.27
  165.0698 1 C13H9+ 165.0699 -0.53
  166.0651 1 C12H8N+ 166.0651 -0.46
  166.0776 1 C13H10+ 166.0777 -0.85
  167.0729 1 C12H9N+ 167.073 -0.36
  167.1543 1 C10H19N2+ 167.1543 0.03
  168.0681 1 C11H8N2+ 168.0682 -0.53
  169.0646 1 C12H9O+ 169.0648 -0.95
  177.0571 1 C13H7N+ 177.0573 -0.96
  178.065 1 C13H8N+ 178.0651 -0.71
  179.0602 1 C12H7N2+ 179.0604 -0.92
  179.0728 1 C13H9N+ 179.073 -0.62
  180.0807 1 C13H10N+ 180.0808 -0.48
  181.0759 1 C12H9N2+ 181.076 -0.47
  182.06 1 C12H8NO+ 182.06 -0.11
  183.0676 1 C12H9NO+ 183.0679 -1.56
  189.0572 1 C14H7N+ 189.0573 -0.69
  190.065 1 C14H8N+ 190.0651 -0.56
  191.0602 1 C13H7N2+ 191.0604 -0.86
  191.0728 1 C14H9N+ 191.073 -0.68
  192.0681 1 C13H8N2+ 192.0682 -0.62
  192.0806 1 C14H10N+ 192.0808 -0.91
  194.0599 1 C13H8NO+ 194.06 -0.83
  196.0756 1 C13H10NO+ 196.0757 -0.21
  205.076 1 C14H9N2+ 205.076 -0.22
  206.0837 1 C14H10N2+ 206.0838 -0.73
  207.0916 1 C14H11N2+ 207.0917 -0.31
  208.0755 1 C14H10NO+ 208.0757 -0.82
  211.0627 1 C13H9NO2+ 211.0628 -0.57
PK$NUM_PEAK: 52
PK$PEAK: m/z int. rel.int.
  67.0542 28504.6 27
  77.0386 63535.3 60
  79.0542 18707.3 17
  80.0494 46631.7 44
  84.0807 281209.5 267
  95.049 9968.3 9
  104.0494 12560.3 11
  105.0447 23605 22
  115.0542 12806.5 12
  128.0494 16685 15
  128.0618 6290.8 5
  129.0446 29994.2 28
  130.0401 13200.1 12
  139.054 24376.5 23
  140.0494 101450.5 96
  151.0541 149898.7 142
  152.062 436045 414
  153.0698 189818.7 180
  154.065 48240.8 45
  155.0602 36409.7 34
  155.0853 16687.5 15
  163.0541 116944.3 111
  164.0493 48421.7 45
  164.0617 14905.8 14
  165.0698 426104.9 404
  166.0651 70440.3 66
  166.0776 17944.4 17
  167.0729 82090.4 77
  167.1543 5045.9 4
  168.0681 20335.4 19
  169.0646 37350.4 35
  177.0571 107325.5 101
  178.065 196934.2 187
  179.0602 99272.2 94
  179.0728 311062 295
  180.0807 641309.5 609
  181.0759 29588.8 28
  182.06 19876.6 18
  183.0676 15794.2 15
  189.0572 20840.8 19
  190.065 391468.5 371
  191.0602 18491.2 17
  191.0728 62173.6 59
  192.0681 352978.8 335
  192.0806 141254.7 134
  194.0599 41450 39
  196.0756 27192.1 25
  205.076 1051685.7 999
  206.0837 267998.8 254
  207.0916 118888.5 112
  208.0755 18241.8 17
  211.0627 24814.9 23
